$64+ Cheap flights from Jacksonville (JAX) to Caribbean
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/19. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
Apr 22 — Apr 291
Round-trip
1 adult, Economy
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Find cheap flights from Jacksonville to Caribbean with Cheapflights
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Cheapest flights from Jacksonville to CaribbeanExplore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 23, 2026.
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/13:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 3/22![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Mon 5/117:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 3/19![Frontier logo]()
$217
This Frontier deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/911:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sat 5/166:30 am
SJU
- JAX
1 stop14h 20m
Frontier
Deal found 3/18![Frontier logo]()
$218
This CheapOair deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$219
This Super.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:42 am
JAX
- SJU
1 stop8h 25m
Frontier
Sat 4/181:59 am
SJU
- JAX
1 stop11h 30m
Frontier
Deal found 3/22![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/57:20 pm
JAX
- SJU
Nonstop3h 09m
Frontier
Sat 8/82:54 pm
SJU
- JAX
Nonstop3h 29m
Frontier
Deal found 3/18![Frontier logo]()
$222
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:33 pm
JAX
- SJU
1 stop17h 17m
Frontier
Tue 4/288:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/20![Frontier logo]()
$227
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:28 pm
JAX
- SJU
1 stop7h 24m
Frontier
Thu 4/167:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/22![Frontier logo]()
$228
This Priceline deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/159:45 pm
JAX
- SJU
1 stop18h 05m
Frontier
Mon 5/187:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 3/21![Frontier logo]()
$229
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/2412:51 pm
JAX
- SJU
2 stops25h 42m
Multiple Airlines
Thu 4/307:45 am
SJU
- JAX
Nonstop3h 38m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$233
This Expedia deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Tue 5/267:00 am
SJU
- JAX
Nonstop3h 33m
Frontier
Deal found 3/18![Frontier logo]()
$234
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/511:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Sun 5/106:30 am
SJU
- JAX
1 stop14h 20m
Frontier
Deal found 3/20![Frontier logo]()
$237
Best flights from Jacksonville to CaribbeanDiscover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
Discover carefully curated flight deals from Jacksonville to Caribbean that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated March 23, 2026.
This FlightHub deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/811:28 am
JAX
- PUJ
1 stop8h 51m
Frontier
Mon 5/119:29 pm
PUJ
- JAX
1 stop13h 04m
Frontier
Deal found 3/20![Frontier logo]()
$261
This Southwest deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/1411:50 am
JAX
- SJU
1 stop10h 50m
Southwest
Thu 4/235:05 am
SJU
- JAX
2 stops11h 15m
Southwest
Deal found 3/18![Southwest logo]()
$319
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/87:34 am
JAX
- STT
1 stop8h 41m
American Airlines
Mon 5/1112:25 pm
STT
- JAX
2 stops11h 56m
American Airlines
Deal found 3/21![American Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/15:30 am
JAX
- STT
1 stop9h 18m
Delta
Tue 5/123:01 pm
STT
- JAX
1 stop9h 21m
Delta
Deal found 3/19![Delta logo]()
$360
This JetBlue deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:10 am
JAX
- SJU
1 stop7h 19m
JetBlue
Thu 5/141:00 pm
SJU
- JAX
1 stop9h 01m
JetBlue
Deal found 3/18![JetBlue logo]()
$400
This United Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:15 am
JAX
- SJU
1 stop7h 30m
United Airlines
Thu 5/147:20 am
SJU
- JAX
1 stop8h 05m
United Airlines
Deal found 3/20![United Airlines logo]()
$416
This Kiwi.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/166:25 pm
JAX
- PUJ
2 stops25h 29m
Multiple Airlines
Mon 4/209:13 pm
PUJ
- JAX
1 stop14h 25m
Multiple Airlines
Deal found 3/18![Multiple Airlines logo]()
$426
This FlightHub deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1811:28 am
JAX
- PUJ
1 stop8h 51m
Frontier
Fri 5/224:37 pm
PUJ
- JAX
1 stop17h 56m
Frontier
Deal found 3/20![Frontier logo]()
$305
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/310:55 am
JAX
- SJU
1 stop13h 10m
Southwest
Wed 5/65:35 am
SJU
- JAX
2 stops10h 10m
Southwest
Deal found 3/21![Southwest logo]()
$332
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:00 am
JAX
- STT
1 stop5h 35m
American Airlines
Wed 4/1512:25 pm
STT
- JAX
2 stops11h 56m
American Airlines
Deal found 3/21![American Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:30 am
JAX
- SXM
1 stop6h 20m
Delta
Mon 9/143:20 pm
SXM
- JAX
1 stop8h 44m
Delta
Deal found 3/20![Delta logo]()
$375
This FlightHub deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/173:27 pm
JAX
- PUJ
2 stops21h 05m
Frontier
Wed 4/221:37 pm
PUJ
- JAX
1 stop21h 46m
Frontier
Deal found 3/22![Frontier logo]()
$357
This Southwest deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/217:45 am
JAX
- SJU
2 stops10h 25m
Southwest
Tue 4/285:35 am
SJU
- JAX
2 stops10h 10m
Southwest
Deal found 3/22![Southwest logo]()
$372
This Delta deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:30 am
JAX
- SXM
1 stop6h 20m
Delta
Wed 9/233:20 pm
SXM
- JAX
1 stop8h 44m
Delta
Deal found 3/20![Delta logo]()
$375
This American Airlines deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
JAX
- SXM
1 stop9h 22m
American Airlines
Thu 5/1412:41 pm
SXM
- JAX
1 stop8h 34m
American Airlines
Deal found 3/23![American Airlines logo]()
$375
This American Airlines deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:19 pm
JAX
- SXM
1 stop17h 02m
American Airlines
Sat 5/93:32 pm
SXM
- JAX
1 stop8h 49m
American Airlines
Deal found 3/21![American Airlines logo]()
$375
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1610:55 am
JAX
- SJU
2 stops10h 30m
Southwest
Sun 5/315:35 am
SJU
- JAX
2 stops10h 15m
Southwest
Deal found 3/21![Southwest logo]()
$375
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:35 am
JAX
- SDQ
2 stops15h 42m
Delta
Mon 5/182:49 pm
SDQ
- JAX
1 stop8h 06m
Delta
Deal found 3/21![Delta logo]()
$378
This Expedia deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:23 am
JAX
- PUJ
1 stop8h 45m
Frontier
Mon 4/209:13 pm
PUJ
- JAX
1 stop14h 25m
Frontier
Deal found 3/18![Frontier logo]()
$394
This KAYAK deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/76:14 am
JAX
- UVF
1 stop9h 05m
JetBlue
Sun 6/141:47 pm
UVF
- JAX
1 stop10h 12m
JetBlue
Deal found 3/20![JetBlue logo]()
$494
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/26:20 am
JAX
- SXM
1 stop7h 30m
American Airlines
Tue 6/92:53 pm
SXM
- JAX
1 stop9h 28m
American Airlines
Deal found 3/22![American Airlines logo]()
$375
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/27:30 am
JAX
- SDQ
2 stops16h 47m
Delta
Thu 5/142:49 pm
SDQ
- JAX
1 stop6h 52m
Delta
Deal found 3/21![Delta logo]()
$378
This Southwest deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/810:45 am
JAX
- SJU
2 stops9h 15m
Southwest
Fri 5/155:05 am
SJU
- JAX
2 stops11h 15m
Southwest
Deal found 3/19![Southwest logo]()
$393
This Delta deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/67:00 am
JAX
- SDQ
1 stop11h 34m
Delta
Wed 5/206:05 am
SDQ
- JAX
1 stop10h 27m
Delta
Deal found 3/21![Delta logo]()
$378
This American Airlines deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/246:12 pm
JAX
- SXM
2 stops17h 25m
American Airlines
Sat 5/23:32 pm
SXM
- JAX
2 stops18h 38m
American Airlines
Deal found 3/18![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/187:05 am
JAX
- PLS
1 stop7h 20m
United Airlines
Mon 6/225:15 pm
PLS
- JAX
1 stop17h 35m
United Airlines
Deal found 3/19![United Airlines logo]()
$591
This Southwest deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/297:45 am
JAX
- SJU
2 stops10h 25m
Southwest
Wed 5/65:35 am
SJU
- JAX
2 stops10h 10m
Southwest
Deal found 3/21![Southwest logo]()
$404
This American Airlines deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:00 am
JAX
- SXM
1 stop9h 09m
American Airlines
Mon 8/312:30 pm
SXM
- JAX
2 stops18h 39m
American Airlines
Deal found 3/20![American Airlines logo]()
$380
This Delta deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/72:00 pm
JAX
- SDQ
1 stop10h 38m
Delta
Thu 5/142:49 pm
SDQ
- JAX
1 stop9h 34m
Delta
Deal found 3/22![Delta logo]()
$385
This KAYAK deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/196:06 am
JAX
- AUA
1 stop10h 16m
JetBlue
Thu 5/2812:25 pm
AUA
- JAX
1 stop10h 55m
JetBlue
Deal found 3/22![JetBlue logo]()
$587
Last-minute flights from Jacksonville to CaribbeanDiscover last-minute flight deals from Jacksonville to Caribbean. Data last updated March 23, 2026 and is based on user searches.
Discover last-minute flight deals from Jacksonville to Caribbean. Data last updated March 23, 2026 and is based on user searches.
This Super.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/114:47 pm
JAX
- SJU
1 stop7h 27m
Frontier
Tue 4/148:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/22![Frontier logo]()
$237
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:28 pm
JAX
- SJU
1 stop7h 24m
Frontier
Thu 4/167:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/22![Frontier logo]()
$228
This Frontier deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:42 am
JAX
- SJU
1 stop8h 25m
Frontier
Thu 4/161:59 am
SJU
- JAX
1 stop12h 33m
Frontier
Deal found 3/22![Frontier logo]()
$216
This Super.com deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/169:42 am
JAX
- SJU
1 stop8h 25m
Frontier
Sat 4/181:59 am
SJU
- JAX
1 stop11h 30m
Frontier
Deal found 3/22![Frontier logo]()
$221
This Frontier deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/1611:23 am
JAX
- SJU
Nonstop3h 02m
Frontier
Thu 4/237:45 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/19![Frontier logo]()
$239
This Kiwi.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/1712:51 pm
JAX
- SJU
2 stops25h 51m
Multiple Airlines
Tue 4/218:00 am
SJU
- JAX
Nonstop3h 38m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$242
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:33 pm
JAX
- SJU
1 stop17h 17m
Frontier
Tue 4/288:00 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/20![Frontier logo]()
$227
This Priceline deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/184:55 pm
JAX
- SJU
Nonstop2h 57m
Multiple Airlines
Fri 4/241:59 am
SJU
- JAX
1 stop16h 39m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$241
This Priceline deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/204:55 pm
JAX
- SJU
Nonstop2h 57m
Multiple Airlines
Thu 4/237:17 pm
SJU
- JAX
1 stop25h 14m
Multiple Airlines
Deal found 3/20![Multiple Airlines logo]()
$240
This Frontier deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Sat 4/251:59 am
SJU
- JAX
1 stop11h 30m
Frontier
Deal found 3/19![Frontier logo]()
$233
This Frontier deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:27 pm
JAX
- SJU
1 stop9h 02m
Frontier
Thu 4/307:45 am
SJU
- JAX
Nonstop3h 38m
Frontier
Deal found 3/20![Frontier logo]()
$238
This CheapOair deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/294:55 pm
JAX
- SJU
Nonstop2h 58m
Multiple Airlines
Tue 5/57:00 am
SJU
- JAX
Nonstop3h 33m
Multiple Airlines
Deal found 3/19![Multiple Airlines logo]()
$219
One-way flights from Jacksonville to CaribbeanSearch for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
Search for one-way flight options from Jacksonville to Caribbean. Find affordable one-way fares based on user searches. Data last updated March 23, 2026.
This Travelocity deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/1911:23 am
JAX
- SJU
Nonstop3h 02m
Frontier
Deal found 3/19![Frontier logo]()
$64
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1911:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 3/20![Frontier logo]()
$78
This Booking.com deal was found by Cheapflights users on 3/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/312:08 pm
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 3/18![Frontier logo]()
$79
This Super.com deal was found by Cheapflights users on 3/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:28 pm
JAX
- SJU
1 stop7h 24m
Frontier
Deal found 3/21![Frontier logo]()
$87
This Super.com deal was found by Cheapflights users on 3/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/1111:28 am
JAX
- SJU
Nonstop3h 05m
Frontier
Deal found 3/23![Frontier logo]()
$92
This Super.com deal was found by Cheapflights users on 3/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/89:45 pm
JAX
- SJU
1 stop18h 05m
Frontier
Deal found 3/20![Frontier logo]()
$97
This Expedia deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/114:47 pm
JAX
- SJU
1 stop7h 27m
Frontier
Deal found 3/22![Frontier logo]()
$98
This Super.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/2010:16 am
JAX
- SJU
1 stop7h 51m
Frontier
Deal found 3/19![Frontier logo]()
$105
This Super.com deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/187:33 pm
JAX
- SJU
1 stop22h 34m
Frontier
Deal found 3/19![Frontier logo]()
$110
This Priceline deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/257:33 pm
JAX
- PUJ
1 stop15h 39m
Frontier
Deal found 3/22![Frontier logo]()
$114
This American Airlines deal was found by Cheapflights users on 3/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:12 pm
JAX
- SXM
2 stops17h 25m
American Airlines
Deal found 3/19![American Airlines logo]()
$143
This American Airlines deal was found by Cheapflights users on 3/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/47:38 pm
JAX
- SXM
2 stops17h 49m
American Airlines
Deal found 3/22![American Airlines logo]()
$149
Find flight deals from Jacksonville to Caribbean
Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated March 23, 2026.
Round-trip from | $216 (Frontier) |
|---|---|
One-way from | $64 (Travelocity) |
Popular in | December |
Cheapest in | August |
Average price | $350 |
Good round-trip deal | $260 or less |
Good one-way deal | $122 or less |
Cheapflights Fare Finder
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Fri 5/8
11:28 am-8:19 pm
1 stop8h 51m
Punta Cana
Mon 5/11
9:29 pm-10:33 am
1 stop13h 04m
$261
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Mon 5/18
11:28 am-8:19 pm
1 stop8h 51m
Punta Cana
Fri 5/22
4:37 pm-10:33 am
1 stop17h 56m
$305
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 4/14
11:50 am-10:40 pm
1 stop10h 50m
San Juan Luis Munoz Marin Intl
Thu 4/23
5:05 am-4:20 pm
2 stops11h 15m
$319
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Sun 5/3
10:55 am-12:05 am
1 stop13h 10m
San Juan Luis Munoz Marin Intl
Wed 5/6
5:35 am-3:45 pm
2 stops10h 10m
$332
JacksonvillePunta Cana
JAX - PUJ
JAXPUJ
Jacksonville
Fri 4/17
3:27 pm-12:32 pm
2 stops21h 05m
Punta Cana
Wed 4/22
1:37 pm-11:23 am
1 stop21h 46m
$357
JacksonvilleSaint Thomas Island
JAX - STT
JAXSTT
Jacksonville
Fri 5/8
7:34 am-4:15 pm
1 stop8h 41m
Saint Thomas Island Cyril E King
Mon 5/11
12:25 pm-12:21 am
2 stops11h 56m
$360
JacksonvilleSaint Thomas Island
JAX - STT
JAXSTT
Jacksonville
Fri 5/1
5:30 am-2:48 pm
1 stop9h 18m
Saint Thomas Island Cyril E King
Tue 5/12
3:01 pm-12:22 am
1 stop9h 21m
$360
JacksonvilleSaint Thomas Island
JAX - STT
JAXSTT
Jacksonville
Sat 4/11
6:00 am-11:35 am
1 stop5h 35m
Saint Thomas Island Cyril E King
Wed 4/15
12:25 pm-12:21 am
2 stops11h 56m
$360
JacksonvilleSan Juan
JAX - SJU
JAXSJU
Jacksonville
Tue 4/21
7:45 am-6:10 pm
2 stops10h 25m
San Juan Luis Munoz Marin Intl
Tue 4/28
5:35 am-3:45 pm
2 stops10h 10m
$372
Quickest round-trip
JacksonvilleSimpson Bay
JAX - SXM
JAXSXM
Jacksonville
Thu 9/10
7:30 am-1:50 pm
1 stop6h 20m
Simpson Bay Princess Juliana
Mon 9/14
3:20 pm-12:04 am
1 stop8h 44m
$375
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Jacksonville to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
JAX-SJU
JAX-PUJ
JAX-SXM
JAX-STT
JAX-SDQ
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Jacksonville to Caribbean
JAX-0CB
JAX-SJU
JAX-PUJ
JAX-SXM
JAX-STT
What is the cheapest month to book a flight from Jacksonville to Caribbean?
Currently, January is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $135). Flying from Jacksonville to Caribbean in September is currently the most expensive (average of $239). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
What is the cheapest time of day to fly from JAX to CB?
Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 23, 2026.
When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 19% versus a flight in the afternoon.
What is the cheapest day to fly from Jacksonville to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on March 14, 2026.
Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
Reviews of airlines servicing Caribbean
Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated March 23, 2026.
Get a feel of what it's like to fly with Delta,United Airlines, andJetBlue from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Entertainment
7.8
Crew
8.5
Overall
7.9
Boarding
8.1
Comfort
7.9
Food
7.2
Reviews
1 / 20
6.0
Goodpilar,May 2025
RSW - ATL
Related info for your journey
Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Jacksonville to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Caribbean by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Jacksonville to Caribbean by cabin class
Find flights from Jacksonville to Caribbean, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Jacksonville and Caribbean flights
Browse other Jacksonville and Caribbean flight options. Last updated on March 23, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Fly to Caribbean countries
Consider these flights traveling to countries located in Caribbean.
Jacksonville to Caribbean flights
Consider these flights traveling from Jacksonville to Caribbean.
Top 6 airlines flying from Jacksonville to Caribbean
Discover the top 6 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated March 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$108 | Average$500 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$149 | Average$258 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$178 | Average$307 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$208 | Average$485 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$233 | Average$554 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$273 | Average$371 | FlexibilityNo cancel fee | On-time63% |